HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzaldehyde → Methyl 1-(4-(4-oxo-2-phenyl-4H-chromen-6-yl)benzyl)azetidine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Azatadine | HCID 19861 | — |
| Reactant | Glycine, N-methyl-, hydrochloride (1:1) | HCID 69483 | — |
| Reactant | 4-(4-Oxo-2-phenyl-4H-chromen-6-yl)benzaldehyde | HCID 86660618 | — |
| Product | Methyl 1-(4-(4-oxo-2-phenyl-4H-chromen-6-yl)benzyl)azetidine-3-carboxylate | HCID 66615050 | 31% |
Reaction Steps
When the product of Step C and azatadine 3 methylcarboxylate hydrochloride were substituted for -(5-(((4-fluorophenyl))isopropyl)amino)methyl)thiophen-2-yl)benzaldehyde and sarcosine hydrochloride, respectively, as in Example 22, Step C, the similar procedure afforded the title compound in 31% yield, as light green paste. 1H-NMR (CDCl3) 8.43 (d, 1H, J=2.29 Hz); 7.96-7.91 (m, 3H); 7.63 (d, 3H); 7.54-7.39 (m, 3H); 7.38 (d, 2H, J=8.18 Hz); 6.85 (s, 1H); 3.73 (s, 3H); 3.71 (s, 2H); 3.71-3.62 (broad, 2H); 3.42-3.35 (b, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193716B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-a955f749d61d49db8af5d19afc346ce6 |
| Source note | uspto-grants-2015_11 |